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  1. World
  2. >North America
  3. >United States
  4. >Vermont
  5. >Rutland
  6. >Pittsfield

Hotels with Swimming Pool in Pittsfield

200+ HOTELS IN AND AROUND PITTSFIELDRanking can be influenced by the commissions we receive.
Studio With Mountain Views & Hot Tub At Killington main photo
Studio With Mountain Views & Hot Tub At Killington
9.7 mi from Pittsfield
Apartment in Killington VTUS flag
5.5
Rated
$
+6
Info
Categories
Pool
Private Pool
Ski
Dog Friendly
Mountain View 3Br With Ski Access & Hot Tub main photo
Mountain View 3Br With Ski Access & Hot Tub
9.7 mi from Pittsfield
Apartment in Killington VTUS flag
9.0
Excellent
$
+6
Info
Categories
Pool
Private Pool
Ski
Dog Friendly
Killington Grand Resort Hotel main photo
Killington Grand Resort Hotel
9.8 mi from Pittsfield
Resort in Killington VTUS flag
8.5
Very Good
From $285
$
+5
Pool
Panoramic View Pool
Outdoor Pool
AI-generatedThis resort offers a year-round heated outdoor pool and provides ski-bridge access to the slopes during the winter months. It is Killington's only full-service mountainside hotel. Golfers can also enjoy the proximity to the Killington's 18-hole championship course.
Trail Creek 75 main photo
Trail Creek 75
9.8 mi from Pittsfield
Apartment in Killington VTUS flag
9.4
Excellent
$
+6
Info
Categories
Pool
Heated Pool
Indoor Pool
Ski In Ski Out
Ski
3-Bedroom Condo Ski-In, Shuttle, and Cozy Fireplace Whiffletree I3 main photo
3-Bedroom Condo Ski-In, Shuttle, and Cozy Fireplace Whiffletree I3
9.8 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.4
Very Good
From $319
$
+4
Info
Categories
Pool
Outdoor Pool
Ski
Free Wi-Fi
Shuttle to Slopes and ski home to this cozy three bedroom condo Whiffletree G8 main photo
Shuttle to Slopes and ski home to this cozy three bedroom condo Whiffletree G8
9.8 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.0
Very Good
From $561
$
+4
Info
Categories
Pool
Outdoor Pool
Ski
Free Wi-Fi
Whiffletree Cozy Condo - 2-Bedroom Condo in Vermont with Garden View and Lift Ticket Deals main photo
Whiffletree Cozy Condo - 2-Bedroom Condo in Vermont with Garden View and Lift Ticket Deals
9.8 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+3
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Whiffletree I5 condo main photo
Whiffletree I5 condo
9.8 mi from Pittsfield
Apartment in Killington VTUS flag
6.0
Rated
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Wades World AC Pool Tennis Bike to Mountain main photo
Wades World AC Pool Tennis Bike to Mountain
9.8 mi from Pittsfield
Apartment in Killington VTUS flag
0.0
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
The Summit Suite at Whiffletree Vermont - Shuttle Bus, Pool, Summer Pool main photo
The Summit Suite at Whiffletree Vermont - Shuttle Bus, Pool, Summer Pool
9.8 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
Currently inactive on our platform.
$
+3
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Whiffletree H6, 2BR-1BA, Close to Slopes, Shuttle Bus, Summer Pool main photo
Whiffletree H6, 2BR-1BA, Close to Slopes, Shuttle Bus, Summer Pool
9.8 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
Currently inactive on our platform.
$
+3
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Trail Creek Unit 44 main photo
Trail Creek Unit 44
9.9 mi from Pittsfield
Apartment in Killington VTUS flag
0.0
$
+3
Info
Categories
Pool
Indoor Pool
Ski In Ski Out
Ski
Trail Creek 42 main photo
Trail Creek 42
9.9 mi from Pittsfield
Apartment in Killington VTUS flag
8.6
Very Good
$
+6
Info
Categories
Pool
Heated Pool
Indoor Pool
Ski In Ski Out
Ski
Trail Creek 41 main photo
Trail Creek 41
9.9 mi from Pittsfield
Apartment in Killington VTUS flag
7.5
Good
$
+6
Info
Categories
Pool
Heated Pool
Indoor Pool
Ski In Ski Out
Ski
Trail Creek: Walk to lifts, ski home! Closest unit to lifts, ski home trail, sports center main photo
Trail Creek: Walk to lifts, ski home! Closest unit to lifts, ski home trail, sports center
9.9 mi from Pittsfield
Apartment in Killington VTUS flag
9.2
Excellent
$
+5
Info
Categories
Pool
Indoor Pool
Ski
Ski In Ski Out
Trail Creek 57 main photo
Trail Creek 57
9.9 mi from Pittsfield
Vacation Home in Killington VTUS flag
5.0
Rated
Currently inactive on our platform.
$
+6
Info
Categories
Pool
Indoor Pool
Ski In Ski Out
Ski
Fall Line Condos by Killington VR - Studios main photo
Fall Line Condos by Killington VR - Studios
9.9 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
Currently inactive on our platform.
$
+4
Info
Categories
Pool
Indoor Pool
Ski
Free Wi-Fi
Fall Line Condos by Killington VR - 3 Bedrooms main photo
Fall Line Condos by Killington VR - 3 Bedrooms
9.9 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
Currently inactive on our platform.
$
+4
Info
Categories
Pool
Indoor Pool
Ski
Free Wi-Fi
Fall Line Condos by Killington VR - 1 Bedrooms main photo
Fall Line Condos by Killington VR - 1 Bedrooms
9.9 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
Currently inactive on our platform.
$
+4
Info
Categories
Pool
Indoor Pool
Ski
Free Wi-Fi
CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis main photo
CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis
9.9 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 181-200 out of 200+ hotels in and around Pittsfield
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